
Family-friendly holiday rentals in Sterling
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sterling
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cozy room
The space is a complete private with own entrance to the Cozy room and no any shared with another. It is first floor of the brand new townhouse. The commodious parking space in front of the door without permit. The building where is in the shopping center and nearby grocery store, restaurants, movie theaters and Dulles airport. An Excellent and the beautiful community where is. It’s very. convenient, quiet and peaceful location for stay. Since 2019 started Airbnb, most of my guests(99% are very satisfied and enjoyed their staying. This is my goal to do Airbnb and l am happy to be super host. Appreciate all my guests! You are welcomed anytime to have this Cozy Room. 👏👏👏

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep
Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

Middleburg/Upperville-Stunning,renovated cottage
The Atoka House,a stunning 1801 log home on the historic register in Virginia hunt country.This 2-bedroom, 2.5 bath home with both upstairs and downstairs living rooms,is only 4 miles from Middleburg.Relax in the coziness of the log cabin, catch the spectacular sunsets from the deck and large fenced yard. Gas grill and outdoor firepit. Fireplace may only be used with a duraflame log(provided) for the safety of this historic home. Minutes from wineries, great meadow, polo and Upperville (UCHS)

Stylish & Spacious House by Dulles Airport
This stylish Sterling home is perfect for your next getaway! Conveniently located just 8 minutes from Dulles Airport, this modern retreat offers privacy and comfort. Enjoy a spacious, open-concept floor plan. Detailed check-in instructions provided for a Seamless, contact-free arrival The house features plenty of parking and amenities such as a pool table, high-speed internet, and streaming services like Netflix, HBO Plus, and Hulu. Suitable for working adults, family vacations, and gatherings.

Cozy Single Family Home Near Dulles Airport
Welcome to our spacious and newly renovated single house nestled in the heart of Herndon, VA! This large, quiet home is the perfect retreat, offering easy access to Dulles Airport, the Dulles Toll Road, and an array of restaurants. With four bedrooms including a king bed and three queen beds, plus additional sleeping options, our home comfortably accommodates solo travelers, couples, families, and groups alike. Book now to secure your stay in this inviting retreat – we can't wait to host you!

Modern Sugarland Apt-Metro/IAD
Welcome to our stylish basement apartment, perfect for modern travelers. Whether you're here for work or leisure, this space has you covered. Situated minutes from the Metro, Airport, and major work centers. The apartment features a desk with dual monitors, keyboard, mouse, and 1GB internet. At night, relax in the plush king-size bed. A convertible futon couch with a 65-inch TV, awaits your binge-watching sessions. A washer/dryer and full kitchen, w/refrigerator and stove complete the space.

Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Pristine 1BR, king bed, hot tub, close to IAD
Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

The Loft at Lakeside
Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

Private Luxury Retreat Close to everything!
Our new guest house features private garage and private entrance, upscale kitchenette, full bath, his and hers luxury bath robes, king size bed with luxury linens, living room with pull out queen bed, washer, dryer, deck, grill, fire pit. 30 miles to Washington DC, Close to Shopping and Restaurants (Clifton, Old Town Manassas, Occoquan, Potomac Mills), Manassas Battlefield, Close to several Wineries, 30 miles to Gold. Close to everything yet you feel like you are away from it all!

The Cottage at Forest Hills Farm
Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

4 bds-3bths- 12 minutes to Dulles Airport
Discover tranquility in our Sterling home, nestled in a peaceful, wooded neighborhood. Our property boasts a rare, serene view of nature across two lush acres, offering a perfect blend of relaxation and convenience. Whether you're unwinding or traveling for work, our fully furnished home ensures a comfortable stay. Enjoy proximity to local attractions while savoring the calm away from busy streets. Ideal for those seeking a peaceful getaway in the heart of Sterling, Virginia.
Popular amenities for Sterling family-friendly rentals
Family-friendly home rentals with a hot tub

Skyhorse Retreat Guest House

Vintage Riverfront Log Cabin “Emma” w/hot tub

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Trailside Chalet (A storybook chalet with hot tub)

Chalet at Harpers Ferry for Family Gatherings

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

The Wizard's Chalet • Cozy nature escape • Hot Tub

Fall foliage, Alpaca Views + Hot Tub Getaway
Family- and pet-friendly home rentals
Bethesda Haven: Walk to NIH, Walter Reed, Metro

Whole House -Seven Elms Farm B&B

Island cabin

The Hunt Box @ Tally Yo Farm

Winters Retreat Farm Cottage - Entire house

Modern Home on Middleburg Equestrian Farm

The Forge on Sunnyside Farm

Dulles-Smithsonian Air and Space House
Family-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

Rollingside: Two-Room Guest Suite

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Historic Peace and Plenty Farm: Pool House

Romantic Getaway-Heated Spa - Seasonal Pool!

A Great Getaway — Foxglove Retreat
When is the best time to visit Sterling?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 AUD | $279 AUD | $286 AUD | $283 AUD | $318 AUD | $299 AUD | $283 AUD | $283 AUD | $283 AUD | $283 AUD | $300 AUD | $291 AUD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals that are family-friendly in Sterling

Total holiday rentals
Explore 40 holiday rentals in Sterling

Nightly prices starting at
Sterling holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Sterling holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sterling rentals
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- Family-friendly rentals Loudoun County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon




